(R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE

Base Information

• Chemical Name: (R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE
• CAS No.: 132482-05-4
• Molecular Formula: C12H21 N O4
• Molecular Weight: 243.303
• Mol file: 132482-05-4.mol

Synonyms:2-Pyrrolidineaceticacid, 1-[(1,1-dimethylethoxy)carbonyl]-, methyl ester, (R)-

Chemical Property of (R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE

Chemical Property:

• Vapor Pressure: 0.548mmHg at 25°C
• Boiling Point: 190.215oC at 760 mmHg
• Flash Point: 68.84oC
• PSA: 38.33000
• Density: 1.006g/cm3
• LogP: 0.63030
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(R)-tert-Butyl2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE

There total 26 articles about (R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methanol (67-56-1) + tert-butyl (S)-2-(diazoacetyl)pyrrolidine-1-carboxylate (101130-03-4) → (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate (88790-37-8,132482-05-4,813433-68-0)

Guidance literature:

With silver benzoate; triethylamine; at -25 - 20 ℃; for 3h;

DOI:10.1039/a906969k

Reference yield: 96.7%

2-(R)-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (101555-60-6) + diazomethyl-trimethyl-silane (18107-18-1) → methyl (R)-2-[N(1')-(tert-butoxycarbonyl)pyrrolidin-2'-yl]ethanoate (132482-05-4,813433-68-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 96.0%

(S)-pyrrolidin-2-ylacetic acid methyl ester hydrochloride (259868-83-2) + di-tert-butyl dicarbonate (24424-99-5) → (2S)-tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-2-carboxylate (88790-37-8,132482-05-4,813433-68-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/chir.21017

upstream raw materials:

diazomethane

tert-butyldicarbonate

L-proline

methanol

Downstream raw materials:

tert-butyl (2R)-2-(2-hydroxyethyl)pyrrolidine-1-carboxylate

[(2S)-pyrrolidin-2-yl]acetic acid methyl ester

(R)-1-(2-(1-(3-benzyloxy-benzenesuylfonyl)-pyrrolidin-2-yl)-ethyl)-4-methyl piperidine

SB 269970 A

Refernces

• 1、 Zhang, Yong Jian,Park, Jung Hwan,Lee, Sang-Gi. "Asymmetric synthesis of homoproline derivatives via Rh(I)-catalyzed hydrogenation using chiral bisphosphines as ligands". . p. 2209 - 2212. Retrieved 2004.
• 2、 -. "Tetrahydropyrido [3, 4-d] pyrimidine derivative and medical application thereof". Paragraph 0530-0538. . Retrieved 2021/03/06.
• 3、 Proteau-Gagné, Arnaud,Nadon, Jean-Franois,Bernard, Sylvain,Guérin, Brigitte,Gendron, Louis,Dory, Yves L.. "Kinetic deconjugation: A gateway to the synthesis of Xxx-Gly (E)-alkene dipeptide isosteres". supporting information; experimental part. p. 6603 - 6605. Retrieved 2012/02/03.